4-Chloro-2-nitro-N-phenylaniline

Base Information

• Chemical Name: 4-Chloro-2-nitro-N-phenylaniline
• CAS No.: 16611-15-7
• Molecular Formula: C12H9 Cl N2 O2
• Molecular Weight: 248.669
• Hs Code.: 2921440000
• European Community (EC) Number: 240-660-9
• NSC Number: 403663
• UNII: H52PM8WW87
• DSSTox Substance ID: DTXSID40168077
• Nikkaji Number: J37.806B
• Wikipedia: Disperse_Yellow_26
• Wikidata: Q16920147
• ChEMBL ID: CHEMBL1400151
• Mol file: 16611-15-7.mol

Synonyms:4-Chloro-2-nitro-N-phenylaniline;16611-15-7;4-Chloro-2-nitrodiphenylamine;DISPERSE YELLOW 26;N-(4-Chloro-2-nitrophenyl)aniline;Benzenamine, 4-chloro-2-nitro-N-phenyl-;(4-Chloro-2-nitro-phenyl)-phenyl-amine;H52PM8WW87;EINECS 240-660-9;NSC-403663;AI3-00194;N-(4-Chloro-2-nitrophenyl)-N-phenylamine;C12H9ClN2O2;Benzenamine,4-chloro-2-nitro-N-phenyl-;NSC403663;C.I. Disperse Yellow 26;UNII-H52PM8WW87;2-nitro-g-chlorodiphenylamine;ghl.PD_Mitscher_leg0.934;MLS001207612;SCHEMBL4943940;CHEMBL1400151;DTXSID40168077;Diphenylamine, 4-chloro-2-nitro-;HMS2828F07;4-Chloro-2-nitro-N-phenylaniline #;STK787925;AKOS000622739;NSC 403663;NCGC00245007-01;SMR000504874;C.I.10348;C.I. 10348;CS-0324226;Z31199804

Chemical Property of 4-Chloro-2-nitro-N-phenylaniline

Chemical Property:

• Vapor Pressure: 1.47E-05mmHg at 25°C
• Melting Point: 59-61 °C
• Boiling Point: 366.4°Cat760mmHg
• PKA: -3.90±0.40(Predicted)
• Flash Point: 175.4°C
• PSA: 57.85000
• Density: 1.387g/cm³
• LogP: 4.58800
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 248.0352552
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-2-nitrodiphenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=C(C=C(C=C2)Cl)[N+](=O)[O-]

Technology Process of 4-Chloro-2-nitro-N-phenylaniline

There total 8 articles about 4-Chloro-2-nitro-N-phenylaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-fluoro-5-chloronitrobenzene (345-18-6) + aniline (62-53-3) → N-(4-chloro-2-nitrophenyl)benzenamine (16611-15-7)

Guidance literature:

With potassium fluoride; potassium carbonate; In N,N-dimethyl-formamide; at 170 ℃; for 8h;

DOI:10.1021/acscombsci.8b00004

Reference yield: 90.0%

4-chloro-N1-phenylbenzene-1,2-diamine (42837-74-1) → N-(4-chloro-2-nitrophenyl)benzenamine (16611-15-7)

Guidance literature:

With 1,9-diperoxynonanedioic acid; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1021/acs.joc.5b00582

Reference yield: 78.0%

bromobenzene (108-86-1,52753-63-6) + 4-Chloro-2-nitroaniline (89-63-4) → N-(4-chloro-2-nitrophenyl)benzenamine (16611-15-7)

Guidance literature:

With palladium diacetate; sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 105 - 110 ℃; for 4h; Inert atmosphere;

upstream raw materials:

sodium acetate

aniline

2,5-dichloronitrobenzene

2-fluoro-5-chloronitrobenzene

Downstream raw materials:

(4-chloro-2-nitro-phenyl)-methyl-phenyl-amine

clozaril

2-chlorophenazine 5,10-di-N-oxide

7-Chloro-5-(3-methyl-butyl)-1-phenyl-3-(phenyl-hydrazono)-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione